Watch Sailing & Boating Adventures Around the World – Page 339 of 344

Explore sailing, boating, and water sports through our curated video archive. From epic sea voyages to serene diving escapes, discover unforgettable adventures from top YouTube creators. Start your journey. Dream big. Sail far.

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Learn How To Sail || Our First Solo Sail Part 1 (s/v Curiosity)
Gone with the Wynns

Learn How To Sail || Our First Solo Sail Part 1 (s/v Curiosity)

It's our first solo sail and we pretty much nailed it...or maybe not, but I'd still call it a success. We're going coastal baby! Join the Crew and get more involved on Patreon: Subscribe to get the latest Videos: See the post that goes with this video: We've finally done it...
ASA 114 – Cruising Catamarans – Learning to Sail
Jessica and Ryan Adventures

ASA 114 – Cruising Catamarans – Learning to Sail

We took the ASA 114 Cruising Catamaran class down int Kemah TX with South Coast Sailing Adventures Support us on Patreon?!: Get a t-shirt(or 3!): Our free floorplan tool: Music: Candy-coloured Sky by Catmosphere Vacation by Joakim Karud
Sailing Schooled Ep 5 – Final Tests, Patience & a Tight Spot
Gone with the Wynns

Sailing Schooled Ep 5 – Final Tests, Patience & a Tight Spot

Class is coming to an end but not before a painfully slow sail day and the most challenging dockage ever. We Have a Website. There's a post that goes along with this video full of info you might want to know: Subscribe to get the latest Videos: If you wanna get social with us we're a...
Sailing Schooled Ep. 4 – Roving Fender & Bob Overboard
Gone with the Wynns

Sailing Schooled Ep. 4 – Roving Fender & Bob Overboard

Today we begin our sailing school journey back to Miami. We've got almost 30 nautical miles to sail, man overboard drills to practice and a crash course in docking our catamaran. Hold on! Read the full story on our WEBSITE here: Join the Crew and get more involved on Patreon: Watch the En...
Panama City: Gateway to the Pacific – Chase the Story 34
Chase the Story

Panama City: Gateway to the Pacific – Chase the Story 34

We make our final preparations to finally set sail for the Galapagos Islands after spending 6-weeks in Panama prepping for the big Pacific Ocean Crossing. Before slipping lines we took a day to explore the beautiful Casco Viejo (The Old City) with Habla Ya. Later that day, they attempted to teach us...
22 – Starry Eyed Shellbacks
Out Chasing Stars

22 – Starry Eyed Shellbacks

On our passage from Panama to the Galapagos, we cross the equator and, with an appropriate ceremony to King Neptune, officially become Shellbacks! Other adventures include a friendly pod of dolphins, an impromptu race and the death of our spinnaker. RIP Big Blue... To follow along with our cruisi...
Sailing Schooled Ep. 3 – Storms, Tests & Tacos
Gone with the Wynns

Sailing Schooled Ep. 3 – Storms, Tests & Tacos

Read the Full Story and Get the Details on our Site: Today Mother Nature throws us a rainy curve ball and we do our best to knock it out of the park! Nothing's more exciting than crazy wind patterns, drenching rain and lightning ground strikes when you're trying to learn how to sail! Be...
21 – Transiting the Panama Canal!
Out Chasing Stars

21 – Transiting the Panama Canal!

Starry Horizons transits through (and drones!) the Panama Canal and makes it to the Pacific Ocean! Our friends Hans, Sara, Trevor and David join us as we spend two days navigating the Gatun, Pedro Miguel and Mira Flores Locks. Everything went nice and smooth and we are now ready to adventure in a ...
In the Moment – Sailing, Service & Fear
Gone with the Wynns

In the Moment – Sailing, Service & Fear

I know sometimes our videos seem like everything is all fun and peachy, and generally we're happy people, but our life can be crazy! I think the video explains it better than we can in writing. Join the Crew and get more access on Patreon: & Read our post for more: Subscribe on YouTube:...
Sailing Schooled Ep. 2 – Jibe Ho & Around We Go
Gone with the Wynns

Sailing Schooled Ep. 2 – Jibe Ho & Around We Go

It's part two of our sailing school! We get some crazy winds, reef the sails, do a few jibe's and make some BIG mistakes...that we get to learn from. We're in Biscayne Bay sailing to Elliot Key and It's all good! Join the Crew on Patreon Subscribe here: Read the full post, ...
PANAMA CANAL ON A SAILBOAT – Chase the Story 33
Chase the Story

PANAMA CANAL ON A SAILBOAT – Chase the Story 33

Panama Canal on a Sailboat – Chase the Story 33 Here we come, Pacific Ocean – we’ll be sailing across you soon enough! In this episode we are back in tropical Panama as our catamaran Cheeky Monkey traverses two continents through one of the largest engineering projects ever undertaken in the world,...
Hobie 16 Fastest Ever!
Joyrider TV

Hobie 16 Fastest Ever!

25 gusting 35 knots of wind, Vassiliki Bay, 200kg of man hanging off the side. 25.64 knots If anyone knows of a faster speed on a Hobie 16 i'd like to know. Join this channel to get access to perks: Joyrider TV is one of the best channels on YouTube for catamaran sailing tutorials, maintena...
20 – Preparations in Panama
Out Chasing Stars

20 – Preparations in Panama

We successfully arrived into Panama after tying up at Shelter Bay Marina outside of Colon. There we had to fix a rip in our spinnaker, complete all the administrative requirements of a Canal transit, and start to provision for our long passage across the Pacific. Time ran a bit short before our fr...
Sailing Schooled Ep. 1 – Miami, The Crew & Scarface
Gone with the Wynns

Sailing Schooled Ep. 1 – Miami, The Crew & Scarface

Sailing School Begins! Join us as we document the week of adventure and learning. Today it's an easy sail to Miami before we really dive into the hands-on schooling. Subscribe here: Read the full post, see our photos & get the details here: Join the Crew on Patreon What's cool...
SAMURAI THE PANTLESS COCK: Traveling Bocas del Toro – CHASE THE STORY 32
Chase the Story

SAMURAI THE PANTLESS COCK: Traveling Bocas del Toro – CHASE THE STORY 32

SAMURAI THE PANTLESS COCK: Traveling Bocas del Toro - CHASE THE STORY 32 Things get really fun in this video of Chase the Story traveling around Bocas del Toro, doing a zip-lining tour at the Red Frog Marina & Resort ( and getting a delicious ceviche making lesson from the chef at Punta Lava Be...
Sailing Through Panama Canal Anchorage
Out Chasing Stars

Sailing Through Panama Canal Anchorage

As Starry Horizons sailed towards Colon and the Panama Canal, we were surrounded by ships anchored and awaiting their turn in the Canal. We launched our drone, Phoenix, and got some great footage. For more "Sailing Drone" videos, as well as to see video of our cruising adventures, please...
Nikki Goes DIY in the Cockpit – Our Sailboat Makeover
Gone with the Wynns

Nikki Goes DIY in the Cockpit – Our Sailboat Makeover

Nikki gets a wild hair to change the entire look of our sailboat cockpit by painting the cushions...that's right, I said PAINT! Read the Entire Post on our Website: Connect With Us & Get Involved on Patreon: Subscribe to our channel for more videos: Nikki didn't like the tradit...
19 – Passage to Panama
Out Chasing Stars

19 – Passage to Panama

We begin our voyage to the Pacific with a 7 day passage across the Caribbean Sea to Colon, Panama. It was our fastest passage yet as we averaged almost 7.5 knots the whole way there and had our first 200nm day! I managed to make a bit of a mess of things in the galley when we got rocked by a wave,...
WHO’S THE CHEEKY JOKER? Sailing Bocas del Toro – Chase the Story 31
Chase the Story

WHO’S THE CHEEKY JOKER? Sailing Bocas del Toro – Chase the Story 31

Time to go sailing on Cheeky Monkey to yet another Panamanian tropical paradise. In this episode, after Cheeky Monkey is delayed for our Panama Canal transit, we decide to pick up anchor and sail up to the tropical paradise of Bocas del Toro near the Costa Rican border for some relaxation in the sun...
Sailboat Solar Power – Series vs. Parallel & Shading
Gone with the Wynns

Sailboat Solar Power – Series vs. Parallel & Shading

Shade on Solar Panels SUCKS! If shading is unavoidable, choosing between Parallel & Series wiring is the MOST important thing to consider. Read the Post on our site for way more info: Subscribe to our YouTube Channel for more We've had a few different solar installs over the years on our...
LIFE ON A PARTY BOAT! Sailing Cartagena to San Blas – Chase the Story 30
Chase the Story

LIFE ON A PARTY BOAT! Sailing Cartagena to San Blas – Chase the Story 30

LIFE ON A PARTY BOAT! Sailing from Cartagena to San Blas - Chase the Story 30 It’s time for a boat party in paradise! In this episode we leave Cartagena and get escorted through some beautiful azure waters by a large pod of dolphins as we sail along the Caribbean coast of Panama. After sailing for ...
18 – Let There Be Light(s)
Out Chasing Stars

18 – Let There Be Light(s)

Our last stop in the Caribbean was Grenada, which we explored in two parts. First up, we pulled in and enjoyed Carriacou for a few days, meeting some of the "locals" and struggling with a steep, uphill climb. Next, we moved down to Grenada proper in order to do a haul out at Grenada Mari...
Sailboat Life – Finding Our Groove & Getting Burned
Gone with the Wynns

Sailboat Life – Finding Our Groove & Getting Burned

We go into a lot more detail on our website: After spending a small fortune at the Harbor Towne Marina we decide to anchor out at Lake Sylvia near downtown Ft. Lauderdale for almost a week while we wait for our service appointment. We're surrounded by beautiful homes, there's a nice br...
THE DEADLIEST CATCH: Crossing the Caribbean Sea – Chase the Story 28
Chase the Story

THE DEADLIEST CATCH: Crossing the Caribbean Sea – Chase the Story 28

It's time to continue the adventure! In this episode, after an amazing three months relaxing, sailing and partying on Cheeky Monkey, we’re finally leaving the Caribbean and sailing off to the happiest country in the world, Colombia. After a tearful good-bye to St. Martin and to our friends Cat ...
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